Synthesis of nucleoside 3′,5′-cyclic boranophosphorothioate, a new type of cyclic nucleotide

Abstract

The first examples of a borane-containing doubly P-modified chiral cyclic nucleoside monophosphate (cNMP), e.g., thymidine and 5-fluoro-2′-deoxyuridine 3′,5′-cyclic boranophosphorothioates, have been synthesized; these cNMP analogues with increased lipophilicity could be potential anticancer prodrugs and useful probes for mechanistic studies.